Holiday rentals in Elkton

Old Town Charm

Newly updated apartment close to downtown with plenty of fun rentals to get around if you prefer not to drive once here. Close proximity to DT St. Augustine and a short drive to the beautiful Vilano Beach Area. Whether you are here for work or for fun our place is perfect for families and workers! Find yourself relaxing on the patio or strolling through the historic area taking in all the eclectic homes and small shops. So many great restaurants and bars no way you'll eat the same thing twice.

10 Minutes to EVERYTHING!! Modern Serene Studio

Serene Studio is just that- a quiet, peaceful, private space to lay your head after exploring St. Augustine. Our 500 sq. foot studio cottage is detached from the main house, where we live. It's set in a residential neighborhood that runs along the Intracoastal Waterway (which makes for gorgeous morning or evening strolls). We're a 10 minute car ride (without traffic!!) to the historic downtown or St. Augustine Beach. Serene Studio is the best of both worlds without the noise, hustle and bustle!

Winter Hawk Hideout

15 minutes from ol' St Augui. Located in the heart of this typical Florida woods and nested by oaks that saw the Seminole War as we are walking distance from Ft Peyton and 2 miles away from where Osceola was captured. The house sits on half acre of gardens and the decor is ranch, asian and whimsical .The goal is for you to feel transported away for a while. I do have 2 very small, well behaved and quiet dogs and one never seen cat. They do not have access to your quarters or are allowed in.

MarshMellow-Island Guest Suite nights of lights

Your own cozy guest suite with private entry. Lovely little bedroom and beautiful bathroom . Private porch and sitting area. Located adjacent our guest studio but the suite is entirely yours and private. These two share a lush garden path, but have separate porches and entrances. The MarshMellow is a well thought out accommodation that has everything we think you'll need for a lovely stay in St. Augustine. A 20 minute stroll to the Amp and short drive or bike to the beaches or downtown.

St. Aug cottage, great location!

Newly updated tropical cottage close to everything in St. Augustine and steps from the Matanzas River boat ramp. This 2 bedroom, 2 bath home has wood and tile floors and a lovely screened patio to relax looking at nature and listening to the bubbling fountain. Back yard is fully fenced. 3 miles to downtown, beaches, alligator farm, or the amphitheater. Beautiful area for walking along the Matanzas river and your well loved and cared for pets are always welcome. Boat parking available.

Mermaid relaxing studio. King bed. Pool.

Dear Guests, let us introduce our "Mermaid Relaxing" studio! KING BED! This studio is a private, compact, above-garage guest suite, with a private entrance upstairs from the (shared with our family) backyard. The Mermaid suite is ideal for a couple and features a King bed! Guests have own sitting area on the deck and are welcome to share the underground pool with us. Easy, ample free parking. Breathtaking pine forest outdoor views. Free wi-fi, Netflix, and Hulu apps on smart TV are included!

Peaceful Oasis Pet Friendly heated Pool & Gameroom

Welcome to your peaceful Oasis. This home is beautiful, secluded, and fenced in 3/4-acre with nature at your back door. It's going to WOW you! There is plenty of room for everyone to spread out with an open floor plan. Includes: Pool Table, Dart Board, Board games, Hammock, Saltwater heated pool, & peaceful pond with waterfall. Come relax and have fun. Just minutes to Historic Downtown, Beaches, Restaurants & I-95. 30 min from Jax 40 mins from Daytona $100 pet fee & $50 a pet up to 3.

Riverfront direct views-Get it ALL in St Augustine

Do not compromise-Just get it all! This is the hidden gem you were waiting to find. Only a few minutes from historic downtown and the area's best beaches, The Conquistador offers 3 swimming pools, tennis, tennis/pickleball courts, trails, a fishing pier, playgrounds, BBQ area, pavilion and plenty of space to roam and relax under the amazing Oak canopy. The beach or Downtown a mere 12 minute drive. Stay in your very private condo and enjoy the gorgeous views of the Manatee River.

~Romantic Historic 1888 Cottage~Walk to Downtown

Come live in history! This cottage traces its roots back to humble beginnings and it still stands today as one of Lincolnville's original historic treasures. Nestled in the heart of America's oldest city, this endearing circa 1888 cottage offers an intimate, refined escape with a boutique ambiance. This is the ideal retreat for travelers seeking a romantic getaway or guests who wish to be transported to a more graceful time. Discreet in scale but grand in experience.